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Pet-friendly holiday rentals in Osterville

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Osterville

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
The living room features a neutral color palette with cozy seating arrangements, including a large gray sectional and a wicker chair. A flat-screen TV is mounted above a bright white fireplace. A coffee table sits at the center, surrounded by soft area rugs, with natural light streaming through a nearby window.
Home in Yarmouth
4.93 out of 5 average rating, 160 reviews

Cape Cottage✦Walk to Beaches✦Large Fenced Yard

🐕pet friendly 🚿outdoor shower! 🔥private backyard with fire pit! ❄️central AC 🏖 Less than a mile (4 min) to local beaches 😊accommodations for 6 guests! 📶high speed Wi-Fi 🍽full kitchen & modern appliances Welcome to your next Cape Cod vacation! Our cozy South Yarmouth home is the perfect spot to relax and recharge. This pet-friendly 2 bed & 1 bath is equipped with central AC, modern appliances, spacious rooms, a large fenced-in backyard, and enough sleeping space for up to six guests.

Guest favourite
Home in Yarmouth Port
4.88 out of 5 average rating, 170 reviews

* Walk to the beach - Swiss Beach House! *

Walk to the beach! Less than a 1/2 mile (0.7 km)! Perfect spot for paddle boarding. Paddleboards and gas grill (available in summer). Private European - style house. Rustic charm. Laid-back atmosphere. 3 Bedroom, 2.5 bathroom. Comfortably sleeps 6-7, up to 8. Fire pit. Outdoor shower. Farm table for group dining. Fantastic central Cape Cod location. Natural environment. 15 min. to Hyannis for ferries to Nantucket or Martha's Vineyard. Enjoy something unique. Experience the real Cape Cod.

Guest favourite
A charming path leads to the entrance of a house, framed by a white picket fence and lush greenery. Flowering plants line the walkway, which is paved with bricks and gravel. Solar panels are visible on the roof, complementing the natural surroundings.
Home in Mashpee Neck
4.93 out of 5 average rating, 101 reviews

Cozy garden retreat close to it all! Pet friendly

Come enjoy the cape from a private, dead-end road off Rt 28. 10-15 mins to beaches, 15 to Hyannis or Falmouth, 5 to Mashpee commons. Or, relax in a hammock in the privacy of the fully-fenced in wooded yard or by the fire pit. Family and dog friendly! 2 desks for WFH in separate rooms. -Heat/AC in every room -High speed Wifi : 200+ Mbps in all areas inside, 30+ Mbps from hammock -Smart speakers for in/outdoor use -Fire TV w/ Netflix, Disney+, etc -Working fireplace (in Winter)

Guest favourite
A spacious living area is shared between a large wooden dining table and a comfortable seating arrangement. A textured light fixture hangs above the table, while a television is mounted in the background. Windows allow natural light to fill the space, enhancing the open feel.
Home in Barnstable
4.93 out of 5 average rating, 152 reviews

Cozy 1-level fenced yard Craigville Beach 2000sqft

Welcome to Midori On The Cape! This freshly renovated 3-bedroom, 2-bath, Cape-style house features 2000 sq ft all in one level in a quiet neighborhood, 15000 sqft lot with fenced in flat backyard, fire pit, string lights, BBQ-grille. Quick access to Craigville Beach, Cape Cod Mall, vibrant Hyannis downtown and ferry terminal to Martha's Vineyard and Nantucket Island 2 living rooms, 2 dining areas, 3 super-sized bedrooms. Perfect for family staycation and gathering, get away.

Top guest favourite
Home in Yarmouth Port
5 out of 5 average rating, 103 reviews

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes

☆ Waterfront, located on private saltwater beach (with central location) ☆ Sauna (year-round) ☆ Cozy fireplace (electric) ☆ 3-season patio ☆ 1% donated to Cape nonprofits ☆ 2 Kayaks & 2 Paddle boards ☆ Outdoor fire pit & charcoal grill ☆ Ample workspace ☆ Dog Friendly ☆ Washer/dryer ☆ 2 King Beds with 50" TVs in bedrooms ☆ Outdoor shower (open May through fall) ☆ Beach chairs provided ☆ Linens, all towels provided ☆ 10min from bay or ocean beach ☆ 15min MV & Nantucket ferries

Guest favourite
A recreational area is presented, featuring a large wooden pool table at its center. Nearby, an air hockey table is visible. Comfortable seating is arranged along a wall with a mix of light and pastel colors, contributing to the spacious layout.
Cottage in Barnstable
4.8 out of 5 average rating, 121 reviews

Koi pond ranch w. Game room by the lake

Our spacious, bright and very private ranch is a perfect place for a relaxing getaway on the Cape. Our house boasts central A/C, hardwood floors, an updated open kitchen, a breakfast bar, granite counters, 2 glass sliders, 1 w/ deck access that flows to the sprawling, private yd. The amazing master bed retreat w/ private deck access will 'wow' you w/ its beamed cathedral ceil. /skylights. Based has s pool table, air hockey and Movie theater. 10 min walk to the Lake beach

Top guest favourite
A charming two-story home is framed by vibrant greenery and colorful shrubs, with a paved pathway leading to the entrance. Solar panels adorn the roof, reflecting a commitment to sustainability. Lush grass and well-maintained landscaping create an inviting atmosphere.
Home in Falmouth
5 out of 5 average rating, 160 reviews

Private Pond-side Cape Cod Home

Charming 2 bedroom home located on Flax Pond. Enjoy a private sandy beach and dock. Swim, kayak, fish, boat (trolling motors only) and just relax. Enjoy the home’s spacious deck with comfortable seating for the whole family complete with chiminea for late night fires. 2 levels of lodging with central air. 2 full bathrooms, kitchen, dining room and great room. Minutes away from town beaches, bike path, golf, and shopping. Parking for approximately 4 cars.

Guest favourite
An aerial view captures the house situated on a peninsula, surrounded by Lake Wequaquet's calm waters. Lush greenery lines the shore, while the sunset casts a warm golden hue across the landscape, creating a serene and tranquil setting.
Home in Barnstable
4.87 out of 5 average rating, 129 reviews

Lake Front Cape House on Private Peninsula

Cape Cod house surrounded by fresh water Lake Wequaquet in Centerville, Cape Cod. Access lake with on property beach & dock, fenced in yard. Kayaks provided. Weekly 5 days prefer in July & August. Shorter stays in off season & dates open(aug. 17-20). Aug. 26-28 open please reach out. No Parties at the house or more people than the reservation states! Maximum 7 adults 1 child. No events except for photo shoots. Seasonal prices & extended stays available.

Guest favourite
The exterior of a charming white house is displayed, featuring a sloped roof and a welcoming front door. A well-maintained yard is visible, with greenery and a pathway leading to the entrance. A small shed is seen to the side, and the scene is complemented by nearby trees.
Home in Hyannis Port
4.92 out of 5 average rating, 341 reviews

Sweet 3b/2b in Great Downtown Hyannis Location

Short walk to Main Street (with it's variety of great shops, restaurants, and attractions), Cape Cod League baseball games, the Melody Tent, CC Conference Center and annual events such as 4th of July Fireworks, Pops by the Sea, Father’s Day Car Show, and art festivals! Short Distance (approx 1 mile) to Hyannis Harbor, three beaches (Kalmus, Keyes Memorial, Veteren’s), Hyannisport, 4th of July fireworks, Kennedy Memorial, and Hyannis Transportation Center.

Top guest favourite
A brick patio is seen outside the private entrance of the apartment, featuring two blue lounge chairs and a small table with a potted plant. Lush greenery surrounds the patio, enhancing the tranquil outdoor space.
Flat in Barnstable
4.99 out of 5 average rating, 279 reviews

Your dog will love it here and you will too.

If you love to travel with your dog (dogs), like I do, then this is the perfect place for you and your dog. We have a large fenced in yard for your dog to play in and for you to relax in with your dog. We have a one bedroom apartment with a full kitchen, bath, living room and dining area When you book would you PLEASE let me know whether or not you will be traveling with a dog and if you are what breed of dog will you be bringing. Thanks!

Top guest favourite
A cozy living area features a comfortable gray sofa with decorative pillows and a wooden coffee table. Natural light fills the space, highlighting a dining table with four chairs. A doorway leads to the kitchen, while a wall-mounted TV provides entertainment options.
Guest suite in West Falmouth
5 out of 5 average rating, 206 reviews

The Sea-Cret Garden, Guest Apartment

Kick back and relax in this calm, stylish space! This comfortable and peaceful guest apartment is situated in an ideal location in a quiet, beautiful neighborhood that is close to beaches and a short drive to downtown. Take a quick stroll to the West Falmouth Market or the Shining Sea Bike Path. With easy access to Chapoquoit & Old Silver Beach, this perfectly situated apartment is in an ideal spot for your next Falmouth getaway!

Top guest favourite
Cottage in Bourne
4.97 out of 5 average rating, 266 reviews

Beach Cottage, without going over bridges to Cape!

This adorable beach cottage comes with everything you need for a nice & relaxing getaway. The beach is a short walk of about 5-8 minutes down the street. 2 beach chairs, towels & a cooler are provided. Come home to an outdoor grill and deck furniture to continue your outdoor experience. Fenced in yard and open to having well trained dogs (no more than 2) for an additional one time $100 fee. Sorry no other pets considered.

Popular amenities for Osterville pet-friendly home rentals

When is the best time to visit Osterville?

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Quick stats about holiday rentals that are pet-friendly in Osterville

  • Total holiday rentals

    Explore 50 holiday rentals in Osterville

  • Nightly prices starting at

    Osterville holiday rentals start at £75 per night before taxes and fees

  • Verified guest reviews

    Over 1,120 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of Osterville holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Osterville rentals

  • 4.8 Average rating

    Osterville stays are highly rated by guests – averaging 4.8 out of 5!